Cas no 5685-36-9 (2-Phenylcyclopropanecarbonyl chloride)

2-Phenylcyclopropanecarbonyl chloride is a versatile organic reagent commonly used in synthetic chemistry for the introduction of the 2-phenylcyclopropanecarbonyl moiety. Its cyclopropane ring and phenyl group confer unique steric and electronic properties, making it valuable in the synthesis of complex molecules, including pharmaceuticals and agrochemicals. The acyl chloride functionality enables efficient acylation reactions with nucleophiles such as amines and alcohols, facilitating the formation of amides and esters. This compound is particularly useful in medicinal chemistry for constructing constrained scaffolds that enhance biological activity. High reactivity and selectivity under controlled conditions make it a preferred choice for fine chemical synthesis. Proper handling under inert conditions is recommended due to its moisture sensitivity.
2-Phenylcyclopropanecarbonyl chloride structure
5685-36-9 structure
Product Name:2-Phenylcyclopropanecarbonyl chloride
CAS No:5685-36-9
MF:C10H9ClO
MW:180.630861997604
MDL:MFCD00066868
CID:347692
PubChem ID:523092
Update Time:2025-05-24

2-Phenylcyclopropanecarbonyl chloride Chemical and Physical Properties

Names and Identifiers

    • Cyclopropanecarbonyl chloride, 2-phenyl-
    • 2-phenylcyclopropane-1-carbonyl chloride
    • 2-phenylcyclopropanecarbonyl chloride
    • SCHEMBL452299
    • SODZBMGDYKEZJG-UHFFFAOYSA-N
    • DTXSID90335151
    • STR07393
    • MFCD00066868
    • FT-0741108
    • Cyclopropanecarbonyl chloride, 2-phenyl-, trans-
    • NS00041922
    • 2-phenyl-1-cyclopropanecarboxylic acid chloride
    • AKOS030239448
    • 2-phenyl-1-cyclopropanecarbonyl chloride
    • FT-0633162
    • 5685-36-9
    • EN300-318573
    • DA-04797
    • 37107-48-5
    • 2-Phenylcyclopropanecarbonyl chloride
    • MDL: MFCD00066868
    • Inchi: 1S/C10H9ClO/c11-10(12)9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6H2
    • InChI Key: SODZBMGDYKEZJG-UHFFFAOYSA-N
    • SMILES: ClC(C1CC1C1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 180.03427
  • Monoisotopic Mass: 180.0341926g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 184
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.6
  • Topological Polar Surface Area: 17.1?2

Experimental Properties

  • Color/Form: NA
  • Density: 1.3±0.1 g/cm3
  • Boiling Point: 278.0±0.0 °C at 760 mmHg
  • Flash Point: 175.6±28.4 °C
  • PSA: 17.07

2-Phenylcyclopropanecarbonyl chloride Security Information

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2-Phenylcyclopropanecarbonyl chloride Suppliers

Amadis Chemical Company Limited
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Audited Supplier Audited Supplier
(CAS:5685-36-9)2-Phenylcyclopropanecarbonyl chloride
Order Number:A1166768
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 01:07
Price ($):168.0

Additional information on 2-Phenylcyclopropanecarbonyl chloride

Comprehensive Guide to 2-Phenylcyclopropanecarbonyl chloride (CAS No. 5685-36-9): Properties, Applications, and Industry Insights

2-Phenylcyclopropanecarbonyl chloride (CAS No. 5685-36-9) is a specialized organic compound widely recognized for its unique cyclopropane ring structure and carbonyl chloride functional group. This compound has garnered significant attention in pharmaceutical and agrochemical research due to its versatile reactivity. With the growing demand for fine chemicals and building blocks in synthetic chemistry, understanding its properties and applications is critical for researchers and industry professionals.

The molecular formula of 2-Phenylcyclopropanecarbonyl chloride is C10H9ClO, and it features a phenyl group attached to a strained three-membered cyclopropane ring. This structural configuration contributes to its high reactivity, making it valuable for amide bond formation and peptide coupling reactions. Recent studies highlight its role in developing bioactive molecules, particularly in drug discovery and material science.

In the context of green chemistry, researchers are exploring sustainable synthesis routes for 2-Phenylcyclopropanecarbonyl chloride to minimize environmental impact. Questions like "How is 2-Phenylcyclopropanecarbonyl chloride synthesized?" or "What are the alternatives to traditional acyl chlorides?" are frequently searched in academic databases and AI-driven platforms, reflecting the compound's relevance in modern chemistry.

From an industrial perspective, 2-Phenylcyclopropanecarbonyl chloride is utilized in the production of advanced intermediates for pharmaceuticals and specialty chemicals. Its application in asymmetric synthesis and catalysis has been a focal point for innovation. Companies are increasingly investing in high-purity grades of this compound to meet the stringent requirements of GMP manufacturing.

Safety and handling of 2-Phenylcyclopropanecarbonyl chloride are also critical topics. While it is not classified under restricted categories, proper storage conditions—such as anhydrous environments and temperature control—are essential to maintain stability. Searches like "Is 2-Phenylcyclopropanecarbonyl chloride moisture-sensitive?" underscore user concerns about its practical usage.

Looking ahead, the demand for 2-Phenylcyclopropanecarbonyl chloride is expected to rise, driven by advancements in medicinal chemistry and crop protection formulations. Its compatibility with flow chemistry and continuous processing further positions it as a key player in the future of industrial-scale synthesis.

In summary, 2-Phenylcyclopropanecarbonyl chloride (CAS No. 5685-36-9) represents a pivotal chemical intermediate with broad applications. By addressing common queries and aligning with trends like sustainable synthesis and AI-assisted research, this guide aims to provide a holistic view of its significance in contemporary science.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:5685-36-9)2-Phenylcyclopropanecarbonyl chloride
A1166768
Purity:99%
Quantity:5g
Price ($):168.0
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